Holiday rentals in Syosset

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Top-rated holiday rentals in Syosset

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Home in Woodmont

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

Superhost

Guest house in Milford

4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

Guest favourite

Home in Fair Harbor, Fire Island

4.93 out of 5 average rating, 27 reviews

Chill Beachfront Cottage Amazing Bay/Sunset Views!

Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

Superhost

Home in Keansburg

4.86 out of 5 average rating, 14 reviews

NEW! Family-Friendly Keansburg Home: Walk to Beach

An unforgettable family getaway awaits on the shore when you book a stay at this 2-bedroom, 2-bathroom vacation rental with a den. Located just feet away from Keansburg Beach, this 2-story home provides a fully equipped kitchen, a patio with a fire pit, beach chairs, and a beach umbrella. Embrace your inner child and hit the Keansburg Amusement Park or Runaway Rapids Waterpark, both within walking distance. After a day on the beach, return home for a meal on the patio and roasting s'mores.

Superhost

Home in Milford

4.76 out of 5 average rating, 55 reviews

Sky-Top on Private Sandy Beach

Charming two bedroom located on Silver Sands Beach with magnificent ocean views and full private beach access! Located in a cute, beachy, family-friendly neighborhood with tons of activities to do! 1-mile boardwalk at the end of our street and a national state park. You can also find some of the best restaurants and shops in downtown Milford (1-Mile away) and New Haven just 15 minutes away… New Haven pizza is a must while in CT!!! Unwind to breathtaking sunrises and sunsets all year round!

Top guest favourite

Home in Ocean Beach

5 out of 5 average rating, 43 reviews

Sunny Spacious Pet Friendly Steps from the Beach

This ideally located four-bedroom home is the perfect spot for your family's vacation. The home features a spacious deck, central air conditioning, WiFi, 4 Smart TV's, a Sonos sound system and YouTube TV. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. There are 2 full bathrooms as well as an outdoor shower. Fully equipped including beach chairs, towels, 5 bikes, 2 wagons and beach toys for the kids. Sleeps 10.

Guest favourite

Home in Milford

5 out of 5 average rating, 5 reviews

Seaside Paradise

Welcome to our beach house in Milford! This getaway is just a short walk from the beach, making it the perfect vacation spot for families or groups of friends. Whether you're looking to soak up the sun on the sandy shores, explore the charming town of Milford, or simply relax in a comfortable beach house, our rental is the perfect choice. We can't wait to host you and make your beach vacation unforgettable. Book now and start counting down the days until your beachside getaway!

Top guest favourite

Flat in Long Beach

4.99 out of 5 average rating, 174 reviews

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.

Guest favourite

Flat in Shippan Point

4.93 out of 5 average rating, 84 reviews

Seabreeze at the beach, west beach stamford, Ct

3 bedroom at the beach, free parking also free access to the beach, a cart with chairs, towels, and umbrella. and three adult bicycles, and boogie boards paddle boards. close to downtown and Harbor point, great for people coming to work in Stamford very close to all businesses. EV charging station. about 5 minutes to route 95. also a nice little Irish pub as you enter the beach. "GREAT FOOD AND DRINKS"

Superhost

Bungalow in Highlands

4.79 out of 5 average rating, 98 reviews

Little Haven (B)

A beautiful set of bungalows built in 1903 overlooking Sandy Hook and Manhattan on a private beach. Boat mooring space available. Unit B (beach): second floor, Fully furnished, kitchen fully equipped. 3 bedrooms, 1 bath, full kitchen, no living room. Your living room is the beach outdoors. Beach backyard, gas grills, firepit, and more.